Moracin LM - Compound Card

Moracin LM

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Moracin LM

Structure
Zoomed Structure
  • Family: Plantae - Moraceae
  • Kingdom: Plantae
  • Class: Phenolic
    • Subclass: Benzofuran
Canonical Smiles COc1cc(OC)cc(c1)c1cc2c(o1)c1CC=C(COc1c(c2)O)C
InChI InChI=1S/C21H20O5/c1-12-4-5-17-20-14(8-18(22)21(17)25-11-12)9-19(26-20)13-6-15(23-2)10-16(7-13)24-3/h4,6-10,22H,5,11H2,1-3H3
InChIKey QNMIYQNVWMSFMF-UHFFFAOYSA-N
Formula C21H20O5
HBA 5
HBD 1
MW 352.39
Rotatable Bonds 3
TPSA 61.06
LogP 4.7
Number Rings 4
Number Aromatic Rings 3
Heavy Atom Count 26
Formal Charge 0
Fraction CSP3 0.24
Exact Mass 352.13
Number of Lipinski Rule Violations 0
# Species Family Kingdom NCBI Taxonomy ID
1 Morus mesozygia Moraceae Plantae 3054370

Showing of synonyms

  • Kapche GD, Amadou D, et al. (2011). Hepatoprotective and antioxidant arylbenzofurans and flavonoids from the twigs of Morus mesozygia.. Planta medica,2011, 77(10), 1044-1047. [View] [PubMed]
Pubchem: 162917914

No compound-protein relationship available.

Structure

SMILES: C1C=CCOc(cc2)c1c(c23)oc(c3)-c4ccccc4

Level: 1

Mol. Weight: 352.39 g/mol

Structure

SMILES: c1coc(c12)c3c(cc2)OCC=CC3

Level: 0

Mol. Weight: 352.39 g/mol

Structure

SMILES: c1ccccc1

Level: 0

Mol. Weight: 352.39 g/mol

Antioxidant
Hepatoprotective

Absorption

Caco-2 (logPapp)
-4.81
Human Oral Bioavailability 20%
Bioavailable
Human Intestinal Absorption
Absorbed
Madin-Darby Canine Kidney
-4.600
Human Oral Bioavailability 50%
Bioavailable
P-Glycoprotein Inhibitor
Inhibitor
P-Glycoprotein Substrate
Non-Substrate
Skin Permeability
-1.68

Distribution

Blood-Brain Barrier (CNS)
-
Blood-Brain Barrier
Non-Penetrable
Fraction Unbound (Human)
1.340
Plasma Protein Binding
72.96
Steady State Volume of Distribution
-

Metabolism

Breast Cancer Resistance Protein
Inhibitor
CYP 1A2 Inhibitor
Inhibitor
CYP 1A2 Substrate
Substrate
CYP 2C19 Inhibitor
Inhibitor
CYP 2C19 Substrate
Non-Substrate
CYP 2C9 Inhibitor
Inhibitor
CYP 2C9 Substrate
Substrate
CYP 2D6 Inhibitor
Inhibitor
CYP 2D6 Substrate
Substrate
CYP 3A4 Inhibitor
Inhibitor
CYP 3A4 Substrate
Non-Substrate
OATP1B1
Non-Inhibitor
OATP1B3
Non-Inhibitor

Excretion

Clearance
8.290
Organic Cation Transporter 2
Inhibitor
Half-Life of Drug
-

Toxicity

AMES Mutagenesis
Safe
Avian
Safe
Bee
Toxic
Bioconcentration Factor
2.340
Biodegradation
Safe
Carcinogenesis
Safe
Crustacean
Toxic
Liver Injury I (DILI)
Safe
Eye Corrosion
Safe
Eye Irritation
Safe
Maximum Tolerated Dose
0.590
Liver Injury II
Toxic
hERG Blockers
Safe
Daphnia Maga
6.280
Micronucleos
Toxic
NR-AhR
Toxic
NR-AR
Safe
NR-AR-LBD
Safe
NR-Aromatase
Safe
NR-ER
Safe
NR-ER-LBD
Safe
NR-GR
Toxic
NR-PPAR-gamma
Safe
NR-TR
Safe
T. Pyriformis
-1.320
Rat (Acute)
2.080
Rat (Chronic Oral)
2.040
Fathead Minnow
5.300
Respiratory Disease
Toxic
Skin Sensitisation
Safe
SR-ARE
Toxic
SR-ATAD5
Safe
SR-HSE
Safe
SR-MMP
Toxic
SR-p53
Safe

General Properties

Boiling Point
459.170
Hydration Free Energy
-6.860
Log(D) at pH=7.4
3.890
Log(P)
5.5
Log S
-5.75
Log(Vapor Pressure)
-8.18
Melting Point
168.77
pKa Acid
8.84
pKa Basic
5.01
Protein Name UniProt ID Entry Name Species #Pharmacophore Points Probability (0.7 ≤ Tversky Score ≤ 1.0)
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.9544
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.9171
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 3 0.9085
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.9024
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.8986
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8958
Multidrug-efflux transporter 1 regulator P39075 BMRR_BACSU Bacillus subtilis 3 0.8872
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.8687
3-alpha-hydroxysteroid dehydrogenase P23457 DIDH_RAT Rattus norvegicus 3 0.8653
Uncharacterized protein YML079W Q03629 YMH9_YEAST Saccharomyces cerevisiae 3 0.8573
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.8542
Cathepsin S P25774 CATS_HUMAN Homo sapiens 3 0.8501
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8489
Major pollen allergen Bet v 1-A P15494 BEV1A_BETPN Betula pendula 3 0.8489
tyrosine--tRNA ligase Q4QFJ7 Q4QFJ7_LEIMA Leishmania major 4 0.8438
Tyrosine-protein kinase JAK2 O60674 JAK2_HUMAN Homo sapiens 3 0.8416
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.8404
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8395
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.8384
Ribosyldihydronicotinamide dehydrogenase [quinone] P16083 NQO2_HUMAN Homo sapiens 3 0.8281
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8278
HTH-type transcriptional repressor PurR P0ACP7 PURR_ECOLI Escherichia coli 3 0.8205
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 4 0.8177
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.8177
cAMP-dependent protein kinase type II-beta regulatory subunit P12369 KAP3_RAT Rattus norvegicus 3 0.8128
Sulfotransferase 1E1 P49888 ST1E1_HUMAN Homo sapiens 4 0.8110
Proto-oncogene tyrosine-protein kinase Src P00523 SRC_CHICK Gallus gallus 3 0.8070
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.8038
Polyprotein Q80J95 Q80J95_9CALI Murine norovirus 1 3 0.8023
Chalcone--flavanone isomerase 1 P28012 CFI1_MEDSA Medicago sativa 3 0.7984
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 3 0.7970
Sulfide-quinone reductase B7JBP8 SQRD_ACIF2 Acidithiobacillus ferrooxidans) 3 0.7952
Tyrosine-protein kinase Lck P06239 LCK_HUMAN Homo sapiens 3 0.7929
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 4 0.7908
Aldo-keto reductase family 1 member C2 P52895 AK1C2_HUMAN Homo sapiens 3 0.7879
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 3 0.7869
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 4 0.7809
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7803
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7780
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 3 0.7777
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7719
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7694
WxcM-like protein Q12KT8 Q12KT8_SHEDO Shewanella denitrificans 3 0.7691
Basic phospholipase A2 VRV-PL-VIIIa P59071 PA2B8_DABRR Daboia russelii 2 0.7686
HTH-type transcriptional regulator TtgR Q9AIU0 TTGR_PSEPT Pseudomonas putida 3 0.7644
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7616
Rhodopsin kinase GRK1 P28327 GRK1_BOVIN Bos taurus 3 0.7603
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 3 0.7597
Cyclin-dependent kinase 2 P24941 CDK2_HUMAN Homo sapiens 3 0.7580
CmeR Q7B8P6 Q7B8P6_CAMJU Campylobacter jejuni 2 0.7573
Glycogen synthase kinase-3 beta P49841 GSK3B_HUMAN Homo sapiens 4 0.7561
Photosynthetic reaction center cytochrome c subunit P07173 CYCR_BLAVI Blastochloris viridis 3 0.7561
Cytohesin-2 Q99418 CYH2_HUMAN Homo sapiens 3 0.7536
3-hydroxyisobutyryl-CoA hydrolase, mitochondrial Q6NVY1 HIBCH_HUMAN Homo sapiens 3 0.7518
Acetylcholinesterase P04058 ACES_TETCF Tetronarce californica 3 0.7515
Toxoflavin degrading enzyme E3SET7 E3SET7_PAEPO Paenibacillus polymyxa 3 0.7476
Serine/threonine-protein kinase Chk1 O14757 CHK1_HUMAN Homo sapiens 3 0.7470
Gag-Pol polyprotein P03366 POL_HV1B1 Human immunodeficiency virus type 1 group M subtype B 4 0.7464
Casein kinase II subunit alpha P68400 CSK21_HUMAN Homo sapiens 3 0.7440
Chitinase A Q9AMP1 Q9AMP1_VIBHA Vibrio harveyi 2 0.7423
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 2 0.7400
Poly [ADP-ribose] polymerase 1 P09874 PARP1_HUMAN Homo sapiens 3 0.7396
histidine kinase O32393 O32393_ARTPT Arthrospira platensis 3 0.7395
Bromodomain-containing protein 4 O60885 BRD4_HUMAN Homo sapiens 4 0.7370
Beta-lactamase Q9L5C8 Q9L5C8_ECOLX Escherichia coli 3 0.7370
3',5'-cyclic-AMP phosphodiesterase 4D Q08499 PDE4D_HUMAN Homo sapiens 4 0.7349
Streptogramin A acetyltransferase P50870 VATD_ENTFC Enterococcus faecium 4 0.7339
Endothiapepsin P11838 CARP_CRYPA Cryphonectria parasitica 3 0.7269
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7241
Carbonic anhydrase 2 P00918 CAH2_HUMAN Homo sapiens 2 0.7219
Putative protease I Q8A8A4 Q8A8A4_BACTN Bacteroides thetaiotaomicron 2 0.7188
Beta-1 adrenergic receptor P07700 ADRB1_MELGA Meleagris gallopavo 3 0.7177
Heat shock protein HSP 90-alpha P07900 HS90A_HUMAN Homo sapiens 3 0.7142
Lethal(3)malignant brain tumor-like protein 1 Q9Y468 LMBL1_HUMAN Homo sapiens 3 0.7141
3'-5' exoribonuclease Rv2179c P9WJ73 EXRBN_MYCTU Mycobacterium tuberculosis 2 0.7137
Lactotransferrin P24627 TRFL_BOVIN Bos taurus 2 0.7130
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7115
Death-associated protein kinase 1 P53355 DAPK1_HUMAN Homo sapiens 3 0.7112
Lanosterol 14-alpha-demethylase Q385E8 Q385E8_TRYB2 Trypanosoma brucei brucei 3 0.7106
Aldo-keto reductase family 1 member D1 P51857 AK1D1_HUMAN Homo sapiens 3 0.7105
Aldo-keto reductase family 1 member B1 P15121 ALDR_HUMAN Homo sapiens 3 0.7093
FMN-dependent NAD(P)H:quinone oxidoreductase 1 Q9I5F3 AZOR1_PSEAE Pseudomonas aeruginosa 2 0.7068
cGMP-dependent protein kinase 1 Q13976 KGP1_HUMAN Homo sapiens 3 0.7065
Retinoic acid receptor RXR-alpha P19793 RXRA_HUMAN Homo sapiens 3 0.7057
Avidin P02701 AVID_CHICK Gallus gallus 4 0.7057
3-hydroxybenzoate 4-monooxygenase Q6SSJ6 MOBA_COMTE Comamonas testosteroni 2 0.7042
cAMP-dependent protein kinase type I-alpha regulatory subunit P00514 KAP0_BOVIN Bos taurus 3 0.7041
cAMP and cAMP-inhibited cGMP 3',5'-cyclic phosphodiesterase 10A Q9Y233 PDE10_HUMAN Homo sapiens 3 0.7031
Genome polyprotein O92972 POLG_HCVJ4 Hepatitis C virus genotype 1b 3 0.7030
17-beta-hydroxysteroid dehydrogenase type 1 P14061 DHB1_HUMAN Homo sapiens 3 0.7019
Serine/threonine-protein kinase 24 Q9Y6E0 STK24_HUMAN Homo sapiens 2 0.7015

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